m-Chloroperbenzoic acid → HCID 21442752, compound

HRID 328619Notes

Reaction equation

HRID 328619 reaction equation
[CH3:1][C:2]1[C:6]2[C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:8][CH2:9][C:10]3[N:11]([N:12]=[C:13]([C:15]([N:17]4[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]4)=[O:16])[N:14]=3)[C:5]=2[S:4][C:3]=1[CH3:29].ClC1C=CC=CC=1C1C2C=C(CC)SC=2N2N=C(C(N)=[O:53])N=C2CN=1.ClC1C=CC=C(C(OO)=O)C=1>>[CH3:1][C:2]1[C:6]2[C:7]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[N+:8]([O-:53])[CH2:9][C:10]3[N:11]([N:12]=[C:13]([C:15]([N:17]4[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]4)=[O:16])[N:14]=3)[C:5]=2[S:4][C:3]=1[CH3:29]

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 21442758HCID 21442758, compoundHCID 21442769HCID 21442769, compound

Product 1

HCID 21442752HCID 21442752, compound

Procedure

Each of 7,8-dimethyl-6-phenyl-2-piperdinocarbonyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine and 6-(2-chlorophenyl)-8-ethyl-4H-thieno[3,2-f]-s-triazolo[1,5-a]-[1,4]diazepine-2-carboxamide is treated with 70% m-chloroperbenzoic acid in the same manner as in a) to give 7,8-dimethyl-6-phenyl-2-piperidinocarbonyl-4H-thieno[3,2-f]-s-triazolo-[1,5-a][1,4]diazepine-5-oxide, as colorless prisms melting at 213° to 214° C. and 2-carbamoyl-6-(2-chlorophenyl)-8-ethyl-4H-thieno[3,2-f]-s-triazolo[1,5-a][1,4]diazepine-5-oxide as colorless needles melting at 247° to 248° C, repectively.

Sources & evidence

ORD record
ord-d67902856f504e7da8b2f45173c53192
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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